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Cyclopropylamine → N-cyclopropyl-4-(phenylethynyl)-benzylamine hydrochloride

HRID 1076781
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HRID 1076781 반응식
[C:1]1([C:7]#[C:8][C:9]2[CH:16]=[CH:15][C:12]([CH2:13][Cl:14])=[CH:11][CH:10]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:17]1([NH2:20])[CH2:19][CH2:18]1>>[ClH:14].[CH:17]1([NH:20][CH2:13][C:12]2[CH:15]=[CH:16][C:9]([C:8]#[C:7][C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:10][CH:11]=2)[CH2:19][CH2:18]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 69828Cyclopropylamine2회HCID 21417396HCID 21417396, 화합물

생성물 1

HCID 21538332N-cyclopropyl-4-(phenylethynyl)-benzylamine hydrochloride

실험 절차

A solution of 0.9 g. (4 mmole) of 4-(phenylethynyl)-benzyl chloride in 3 ml. of cyclopropylamine is heated to refluxing for 2 hours and then is allowed to stand at room temperature for several days. Another 1 ml. of cyclopropylamine is added and the solution is heated to refluxing for 4 hours. After evaporation of the excess cyclopropylamine, the residue is triturated with ether and the precipitate removed by filtration. The ethereal filtrate is evaporated and the residual oil dissolved in benzene. This solution is shaken with 10 ml. of 3N hydrochloric acid. The white crystalline hydrochloride salt of the product precipitates. It is collected and recrystallized twice from absolute methanol to give N-cyclopropyl-4-(phenylethynyl)-benzylamine hydrochloride, m.p. 210°-212°C. dec.

후처리

  1. temperature
to refluxing for 2 hours
  • waitto stand at room temperature for several days
  • temperaturethe solution is heated
  • temperatureto refluxing for 4 hours
  • customAfter evaporation of the excess cyclopropylamine
  • customthe residue is triturated with ether
  • customthe precipitate removed by filtration
  • customThe ethereal filtrate is evaporated
  • dissolutionthe residual oil dissolved in benzene
  • customThe white crystalline hydrochloride salt of the product precipitates
  • customIt is collected
  • customrecrystallized twice from absolute methanol
  • 출처 및 근거

    ORD 기록
    ord-bef2521992234e1b8c9a29c148c31804
    출처 데이터셋
    uspto-grants-1976_05
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US03957871

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